Strepoxazine A, a new cytotoxic phenoxazin from the marine sponge-derived bacterium Streptomyces sp SBT345

被引:16
|
作者
Cheng, Cheng [1 ]
Othman, Eman M. [2 ,7 ]
Fekete, Agnes [3 ]
Krischke, Markus [3 ]
Stopper, Helga [2 ]
Edrada-Ebel, RuAngelie [4 ]
Mueller, Martin J. [3 ]
Hentschel, Ute [5 ,6 ]
Abdelmohsen, Usama Ramadan [1 ,8 ]
机构
[1] Univ Wurzburg, Dept Bot 2, Julius von Sachs Inst Biol Sci, Julius von Sachs Pl 3, D-97082 Wurzburg, Germany
[2] Univ Wurzburg, Dept Toxicol, Versbacher Str 9, D-97078 Wurzburg, Germany
[3] Univ Wurzburg, Julius von Sachs Inst Biol Sci, Dept Pharmaceut Biol, Julius von Sachs Pl 3, D-97082 Wurzburg, Germany
[4] Univ Strathclyde, Strathclyde Inst Pharm & Biomed Sci, John Arbuthnott Bldg, Glasgow, Lanark, Scotland
[5] GEOMAR Helmholtz Ctr Ocean Res, Marine Microbiol RD3, Dusternbrooker Weg 20, D-24105 Kiel, Germany
[6] Univ Kiel, Dusternbrooker Weg 20, D-24105 Kiel, Germany
[7] Menia Univ, Fac Pharm, Dept Analyt Chem, Al Minya 61519, Egypt
[8] Menia Univ, Fac Pharm, Dept Pharmacognosy, Al Minya 61519, Egypt
关键词
Sponges; Actinomycetes; Streptomyces; Phenazine; Strepoxazine A; Cytotoxic; CELL-LINE U266; PHENAZINE-1-CARBOXYLIC ACID; MITOCHONDRIAL DEPOLARIZATION; ANTIMICROBIAL ACTIVITIES; PSEUDOMONAS SP; IN-VITRO; PHENAZINE; APOPTOSIS; METABOLITES; DERIVATIVES;
D O I
10.1016/j.tetlet.2016.08.005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
One new phenoxazin analogue, strepoxazine A (1), along with two known antibiotic phenazines phencomycin (2) and tubermycin B (3) were isolated from the solid culture of Streptomyces sp. SBT345 which had previously been recovered from the Mediterranean sponge Agelas oroides. The structures of compounds 1, 2 and 3 were determined by spectroscopic analyses including 1D and 2D NMR, and HR-ESIMS experiments as well as comparison to the literature. We further investigated the apoptotic effect of the three compounds on the human promyelocytic leukaemia cells HL-60 and human breast adenocarcinoma cells MCF-7. Only strepoxazine A (1) showed cytotoxicity against leukaemia cells HL-60 cells. These results demonstrate that sponge-associated actinomycetes are rich sources for natural products with new pharmacological activities and relevance to drug discovery. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4196 / 4199
页数:4
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